YOUR SECOND MOUNTAIN AWAITS
transformative ADVENTURES FOR ENTREPRENEURS in SPECTACULAR places
Success can be lonely… and pretending it’s enough is exhausting.
At Wayfinders, you’ll find a community of soulful founders redefining success, reclaiming joy, and building authentic and fulfilling lives.
what we do
This this isn’t just about travel.
This is about transformation: becoming the most alive, aligned, and courageous version of yourself, alongside peers who truly see you.
Our events are part adventure, part soul quest, designed to strip away what no longer serves and create space for something real, true, and lasting.
We guide founders and entrepreneurs through curated, life-altering experiences in some of the most wild, remote, and sacred places on Earth.
Deep clarity about who you are and what matters most.
A community of peers who truly see and support you.
The courage to live your next chapter fully… and a map to get there.
Bhutan 2022

“I feel happier and more at peace than I have ever felt.”
-Jean Fonteneau
Wayfinders is for successful entrepreneurs ready for their Second Mountain:
a life of deeper adventure, soul-level connection, and real transformation.
Our ACT model combines bold Adventures, an extraordinary curated peer Community, and proven frameworks for Transformation to help you live a life that’s fully aligned, alive, and true.
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The spark that reawakens you. Leave behind what no longer serves you and rediscover who you really are.
Every curated journey - in a remote, spectacular part of the world - invites you to reconnect with your courage, clarity, and vitality.
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Not just peers - fellow entrepreneurs who truly see you and understand you because they’ve gone and are going through the same struggles and have the same hopes and dreams.
Our Community is a circle of trust, reflection, and soul-level belonging.
Stop leading alone. Be seen, supported, and understood.
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Find direction when everything feels overwhelming.
Lasting change doesn’t happen by chance. Our proven frameworks guide you through aligned, integrative growth… from the inside out.
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This isn’t for everyone.
That’s the point.
If something in you knows it's time for a deeper, more aligned and connected life, we invite you to apply.
*Before applying, we recommend reading about Our Approach to get an understanding of what makes Wayfinders so unique.
We believe your future is not fixed… it’s a choice. Too often, entrepreneurs who’ve “made it” still feel empty, disconnected, or adrift. They wake up to realize they’re living someone else’s idea of success. The future looks like the red line.
Our approach is designed to shift your trajectory upward (green line), toward a more alive, aligned, and fulfilling life.
When you step into the unknown with us, you discover not just adventure and an incredible community of peers, but a future that feels true, vibrant, and deeply connected.
Is Wayfinders Right for You?
Here are answers to the most common questions entrepreneurs ask before they apply.
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Our unique ACT model sets us apart:
Adventure: immersive journeys in spectacular places.
Community: curated groups of extraordinary peers who truly see you.
Transformation: frameworks and facilitation that create lasting impact.
Most travel programs focus on experiences. We design experiences that change lives.
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Wayfinders Adventures are designed for successful, experienced entrepreneurs seeking deeper alignment, authentic community, and transformative global experiences.
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Many of our Adventures include long hikes, sustained outdoor activity, and time in remote terrain. Please review the Challenge Level rating for each Adventure to ensure it aligns with your current capacity and desired stretch.
If you aren’t comfortable being physically active for multiple hours per day, Wayfinders is probably not the right fit.
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We stay in a mix of authentic and inspiring settings: from luxury lodges and boutique guesthouses to tented camps and village homestays.
Each Adventure has an ‘Off-the-Map Factor’ rating that shows how rustic or comfortable the accommodations will be. The heart of the experience is always in the landscapes and connections, not just the lodging.
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Wayfinders Adventures are most definitely not a vacation. If you’re looking for rest, relaxation, or a chance to escape from everyday life, this is not the right place.
Wayfinders is about leaning in, not checking out. Our Adventures are designed as expeditions of the inner and outer world: journeys that blend bold challenge, meaningful community, and deep reflection.
They ask you to show up fully, to stretch beyond comfort, and to discover parts of yourself that vacations can’t reach.
This is not about distraction or indulgence. It’s about transformation, alignment, and returning home with a clearer sense of who you are and the life you want to live - and a community to help you get there.
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Every group is a carefully curated circle of entrepreneurs and leaders. Participants are accomplished, open-minded, and committed to growth.
The curation process ensures that the community is one of the most powerful parts of the experience. Many participants build friendships that last long after the Adventure ends.
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Most Adventures range from $9,995 to $12,995 USD plus airfare. Many participants view this as a professional development investment and are able to write it off as a business expense.
The real return is the clarity, relationships, and transformation that ripple through every part of your life.
Most participants report a direct financial return on their investment: from the relationships made and the clarity and confidence they gain.
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You can still apply. Many participants secure a spot on a future Adventure, and applying now helps us get to know you and keep you in the loop. We encourage you to apply even if your preferred dates are further out.
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Yes. Many alumni return for multiple Adventures - our return rate is over 75%!
Each journey is unique, and the combination of new landscapes, challenges, and people keeps the experience fresh and deeply rewarding. This is not a one-time trip. It is an ongoing path of adventure, community, and transformation.
IN THEIR WORDS…
These stories are proof that Adventure, Community, and Transformation create something far more powerful than any one of them alone.